2,5-Dimethoxy-2'-nitro-4'-trifluoromethyldiphenylamine | 146828-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-Dimethoxy-2'-nitro-4'-trifluoromethyldiphenylamine
• 英文别名: N-(2,5-dimethoxyphenyl)-2-nitro-4-(trifluoromethyl)aniline
• CAS: 146828-21-9
• 化学式: C₁₅H₁₃F₃N₂O₄
• 分子量: 342.274
• InChiKey: YTSCOSXAPNSYDN-UHFFFAOYSA-N

物化性质

• 沸点：
  391.8±42.0 °C(predicted)
• 密度：
  1.375±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,5-Dimethoxy-2'-nitro-4'-trifluoromethyldiphenylamine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以92%的产率得到N¹-(2,5-Dimethoxy-phenyl)-4-trifluoromethyl-benzene-1,2-diamine
  参考文献：
  名称：

  Synthesis and biological activity of the neuronal calcium channel blocker 2-amino-1-(2,5-dimethoxyphenyl)-5-trifluoromethyl benzimidazole (NS-649)

  摘要：

  The substituted benzimidazole, NS-649, has been shown to be a blocker of neuronal calcium channels in patch-clamp studies. NS-649 dose-dependently inhibited release of D-aspartate from cerebellar granule neurons. The neuroprotective effect of this compound in in vitro and in vivo models of ischemia was demonstrated.

  DOI：

  10.1016/0960-894x(96)00010-8
• 作为产物：
  描述：

  4-氯-3-硝基三氟甲苯 、 2,5-二甲氧基苯胺 在 N-甲基吡咯烷酮 、 potassium carbonate 作用下， 以96%的产率得到2,5-Dimethoxy-2'-nitro-4'-trifluoromethyldiphenylamine
  参考文献：
  名称：

  Synthesis and biological activity of the neuronal calcium channel blocker 2-amino-1-(2,5-dimethoxyphenyl)-5-trifluoromethyl benzimidazole (NS-649)

  摘要：

  The substituted benzimidazole, NS-649, has been shown to be a blocker of neuronal calcium channels in patch-clamp studies. NS-649 dose-dependently inhibited release of D-aspartate from cerebellar granule neurons. The neuroprotective effect of this compound in in vitro and in vivo models of ischemia was demonstrated.

  DOI：

  10.1016/0960-894x(96)00010-8

文献信息

• Imidazole compounds and their use
  申请人：NeuroSearch A/S

  公开号：US05210091A1

  公开（公告）日：1993-05-11

  The application discloses benzimidazole derivatives, pharmaceutical preparations comprised the compounds, their preparation and use in the treatment of disorders of the Central Nervous System such as ischemia, migraine, epilepsia, psychosis, Parkinsonism and depression.

  该申请揭示了苯并咪唑衍生物，包括这些化合物的制备和药物制剂，以及它们在治疗中枢神经系统疾病，如缺血、偏头痛、癫痫、精神病、帕金森病和抑郁症中的用途。
• Imidazole compounds, their preparation and use
  申请人：NEUROSEARCH A/S

  公开号：EP0520200B1

  公开（公告）日：1998-02-18
• US5210091A
  申请人：——

  公开号：US5210091A

  公开（公告）日：1993-05-11
• Synthesis and biological activity of the neuronal calcium channel blocker 2-amino-1-(2,5-dimethoxyphenyl)-5-trifluoromethyl benzimidazole (NS-649)
  作者：Thomas Varming、Palle Christophersen、Arne Møller、Dan Peters、Oskar Axelsson、Elsebet Ø. Nielsen

  DOI：10.1016/0960-894x(96)00010-8

  日期：1996.2

  The substituted benzimidazole, NS-649, has been shown to be a blocker of neuronal calcium channels in patch-clamp studies. NS-649 dose-dependently inhibited release of D-aspartate from cerebellar granule neurons. The neuroprotective effect of this compound in in vitro and in vivo models of ischemia was demonstrated.